Construction of β-cyclodextrin-based supramolecular hyperbranched polymers self-assemblies using AB2-type macromonomer and their application in the drug delivery field

• Published in: Carbohydrate polymers Vol. 213; pp. 411 - 418
• Main Authors: Bai, Yang, Liu, Cai-ping, Xie, Fang-yuan, Ma, Ran, Zhuo, Long-hai, Li, Na, Tian, Wei
• Format: Journal Article
• Language: English
• Published: Elsevier Ltd 01.06.2019
• Subjects: Drug delivery; Host-guest interactions; Self-assembly behavior; Supramolecular hyperbranched polymer; β-Cyclodextrin; Host-guest interactions; Supramolecular hyperbranched polymer; β-Cyclodextrin; Self-assembly behavior; Drug delivery
• ISSN: 0144-8617; 1879-1344
• DOI: 10.1016/j.carbpol.2019.03.017

AB2-type macromolecular monomer, LA-(CD-PDMA)2, which consisted one lithocholic acid (LA) and two β-cyclodextrin-terminated poly(2-(dimethylamino)ethyl methacrylate) (CD-PDMA) segments was synthesized. SHPs were constructed through host-guest inclusion interactions between CD/LA moietes and with PDMA as pH-responsive hydrophilic chains. As a control to study the influence of incoming PDMA chains, both LA-(CD-PDMA)2 based SHPs-1 and LA-CD2 based SHPs-2 self-assemblies were comparatively investiged through 2D 1H NMR ROESY, dynamic light scattering (DLS) and transmission electron microscopy (TEM). Except for the higher drug loading efficiency LA-(CD-PDMA)2 based SHPs-1 pocessing, the release rates of SHPs-1 increased notably at pH 5.0 than that of pH 7.4 due to the repulsion and stretch of protonated PDMA chains while the release rates of SHPs-2 showed no obvious difference. Finally, basic cell experiments were performed to further demonstrat that the SHPs could be internalized into cancer cells, suggesting their potential application in the cancer therapy. [Display omitted] •β-Cyclodextrin/Lithocholic acid based host-guest inclusion interactions were utilized to construct supramolecular hyperbranched polymers which conbined hyperbranched topological architecture and dynamic reversibility.•Compared to the AB2-type monomer, the introduction of pH-responsive polymer chains in the design of AB2-type macromonomer was helpful to obtain SHPs self-assemblies which could realize the adjustable drug release behaviours under different pH conditions.•Dox-loaded SHPs self-assemblies could inhibit cell proliferation and be internalized into cancer cells through basic cell experiments, suggesting their promising application in the cancer therapy. Despite some efforts have been made in the research of supramolecular hyperbranched polymers (SHPs) self-assemblies, the study which has not been consideration to date is the influence of incoming stimuli-responsive polymer chain on their self-assembly property undergo outer stimuli. The introduction of stimuli-responsive segments which could maintain their hydrophilic property are expected to affect the self-assembly behaviour of SHPs and expand their further biomedical application. In this paper, AB2-type macromolecular monomer, LA-(CD-PDMA)2, which consisted one lithocholic acid (LA) and two β-cyclodextrin terminated poly(2-(dimethylamino)ethyl methacrylate) segments (CD-PDMA) was synthesized. LA-(CD-PDMA)2 based SHP were obtained based on the host-guest inclusion interactions of CD/LA moietes and with PDMA as pH-responsive hydrophilic chains. As a control to study the influence of incoming PDMA chains, both LA-(CD-PDMA)2 based SHPs-1 and LA-CD2 based SHPs-2 self-assemblies were comparatively investiged through 2D 1H NMR ROESY, transmission electron microscopy (TEM) and dynamic light scattering (DLS). The results suggested that except for the higher drug loading efficiency LA-(CD-PDMA)2 based SHPs-1 pocessing, the release rates of SHPs-1 increased notably at pH 5.0 than that of pH 7.4 due to the repulsion and stretch of protonated PDMA chains while the release rates of SHPs-2 showed no obvious difference. Finally, basic cell experiments demonstrated that the SHPs based self-assemblies can be internalized into cancer cells, indicating their potential application in the drug delivery field.